4-Cyclopentene-1,3-dione

Base Information

• Chemical Name: 4-Cyclopentene-1,3-dione
• CAS No.: 930-60-9
• Molecular Formula: C5H4 O2
• Molecular Weight: 96.0856
• Hs Code.: 2914299000
• European Community (EC) Number: 213-219-3
• NSC Number: 155336
• UNII: P054EQ880I
• DSSTox Substance ID: DTXSID80239235
• Nikkaji Number: J80.020A
• Wikidata: Q27285950
• Metabolomics Workbench ID: 127464
• ChEMBL ID: CHEMBL224231
• Mol file: 930-60-9.mol

Synonyms:4-cyclopentene-1,3-dione

Chemical Property of 4-Cyclopentene-1,3-dione

Chemical Property:

• Vapor Pressure: 0.0825mmHg at 25°C
• Melting Point: 34-36 °C(lit.)
• Refractive Index: 1.523
• Boiling Point: 60 °C1 mm Hg(lit.)
• PKA: 7.82±0.20(Predicted)
• Flash Point: 83.9°C
• PSA: 34.14000
• Density: 1.28g/cm³
• LogP: 0.08450
• Storage Temp.: 2-8°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 96.021129366
• Heavy Atom Count: 7
• Complexity: 128

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Cyclopentene-1,3-dione 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 37-43-22
• Safety Statements: 23-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(=O)C=CC1=O
• Uses: 4-Cyclopentene-1,3-dione was used in the synthesis of 2-methoxymethylene-4-cyclopentene-1,3-dione and chrysotrione B (2-acylcyclopentene-1,3-dione derivative). It was used to investigate the influence of sulfiydryl group-specific reagents on activity of bovine heart phospholipid exchange protein.

Technology Process of 4-Cyclopentene-1,3-dione

There total 11 articles about 4-Cyclopentene-1,3-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → maleic anhydride (930-60-9)

Guidance literature:

With aluminium trinitrate; dipotassium peroxodisulfate; In water; at 100 ℃; for 5h; Reagent/catalyst; Solvent; Temperature; Sealed tube;

Reference yield: 97.0%

5-formylmethylfurfural → maleic anhydride (930-60-9)

Guidance literature:

With dipotassium peroxodisulfate; calcium(II) nitrate; In water; acetone; at 100 ℃; for 5h; Reagent/catalyst; Solvent; Temperature; Sealed tube;

Reference yield: 91.0%

2,5-diformylfurane (823-82-5,163857-09-8) → maleic anhydride (930-60-9)

Guidance literature:

With sodium persulfate; ferric nitrate; In acetone; at 150 ℃; for 15h; Reagent/catalyst; Solvent; Temperature; Sealed tube;

upstream raw materials:

cis-4-cyclopentene-1,3-diol

protoanemonin

cyclopenta-1,3-diene

cis-2-cyclopentenyl-1,4-diol

Downstream raw materials:

3-Methyl-2-cyclopenten-1-one

3-methoxycyclopent-2-enone

2-(3-Hydroxy-4-methoxy-benzylidene)-cyclopent-4-ene-1,3-dione

1,4,4-Tribrom-3,5-dioxo-cyclopenten-(1)

Refernces

• 1、 -. "Preparation method of 4-cyclopentene-1,3-diketone". Paragraph 0018-0046. . Retrieved 2020/06/30.
• 2、 Shestak,Novikov,Prokof'eva,Chaikina. "Synthesis and cytotoxic activity of 2-acetylcyclopent-4-ene-1,3-diones and their derivatives". . p. 631 - 634. Retrieved 2007/10/03.